1-HYDROXYANTHRAQUINONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H8O3
Molecular Weight	224.2115
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC1=CC=CC2=C1C(=O)C3=C(C=CC=C3)C2=O

InChI

InChIKey=BTLXPCBPYBNQNR-UHFFFAOYSA-N

InChI=1S/C14H8O3/c15-11-7-3-6-10-12(11)14(17)9-5-2-1-4-8(9)13(10)16/h1-7,15H

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Final report on the safety assessment of Acid Violet 43.	2001	11766130
Different mutation status of the beta-catenin gene in carcinogen-induced colon, brain, and oral tumors in rats.	2001 Dec	11746832
Induction of cytochromes P450 1A1 and 1B1 by emodin in human lung adenocarcinoma cell line CL5.	2001 Sep	11502733
Analysis of anthraquinones in Rubia tinctorum L. by liquid chromatography coupled with diode-array UV and mass spectrometric detection.	2002 Nov 29	12458949
Inhibition of protein kinase CK2 by anthraquinone-related compounds. A structural insight.	2003 Jan 17	12419810
Identification of toxic products of anthracene photomodification in simulated sunlight.	2003 Oct	14551983
Contamination is a frequent confounding factor in toxicology studies with anthraquinone and related compounds.	2004	15513832
Electronic structure and spectra of linkage isomers of bis(bipyridine)(1,2-dihydroxy-9,10-anthraquinonato)ruthenium(ii) and their redox series.	2004 Apr 19	15074984
Antioxidant phenolic constituents in roots of Rheum officinale and Rubia cordifolia: structure-radical scavenging activity relationships.	2004 Dec 29	15612771
Determination and locational variations in the quantity of hydroxyanthraquinones and their glycosides in rhizomes of Rheum emodi using high-performance liquid chromatography.	2005 Dec 2	16236295
Infrared-visible and visible-visible double resonance spectroscopy of 1-hydroxy-9,10-anthraquinone-(H2O)n (n=1,2) complexes.	2005 Jan 15	15740199
Laser induced fluorescence and resonant two-photon ionization spectroscopy of jet-cooled 1-hydroxy-9,10-anthraquinone.	2005 Jan 15	15740198
Aloe emodin-induced apoptosis in t-HSC/Cl-6 cells involves a mitochondria-mediated pathway.	2005 Jun	15910415
Direct observation of organic contaminant uptake, storage, and metabolism within plant roots.	2005 May 15	15952374
Suppression of colitis-related mouse colon carcinogenesis by a COX-2 inhibitor and PPAR ligands.	2005 May 16	15892897
Design and synthesis of redox-switched lariat ethers and their application for transport of alkali and alkaline-Earth metal cations across supported liquid membrane.	2006	17497021
Evaluation of the anti-angiogenic effect of aloe-emodin.	2006 Dec	17131052
Isolation and inhibitory activity against ERK phosphorylation of hydroxyanthraquinones from rhubarb.	2006 Feb	16275083
A new medium-term rat colon bioassay applying neoplastic lesions as endpoints for detection of carcinogenesis modifiers-validation with known modifiers.	2006 Feb 8	15876482
Copper(II)-selective fluorimetric bulk optode membrane based on a 1-hydroxy-9,10-anthraquinone derivative having two propenyl arms as a neutral fluorogenic ionophore.	2006 Jan	16344241
Copper(II)-selective fluorimetric bulk optode membrane based on a 1-hydroxy-9,10-anthraquinone derivative having two propenyl arms as a neutral fluorogenic ionophore.	2006 Jan	16307904
Global gene expression analysis of the mouse colonic mucosa treated with azoxymethane and dextran sodium sulfate.	2007 May 17	17506908
Decomposition of polycyclic aromatic hydrocarbons in atmospheric aqueous droplets through sulfate anion radicals: an experimental and theoretical study.	2008 Apr 1	18221771
Synthesis of water-soluble 9,10-anthraquinone analogues with potent cyanobactericidal activity toward the musty-odor cyanobacterium Oscillatoria perornata.	2008 Feb 13	18205309
Comparison of the cytotoxic activities of naturally occurring hydroxyanthraquinones and hydroxynaphthoquinones.	2008 Jun	17949858
Suppression of C-myc expression associates with anti-proliferation of aloe-emodin on gastric cancer cells.	2008 May	18443957
A new anthraquinone from Morinda citrifolia roots.	2009	19735047
Colorectal carcinogenesis: Review of human and experimental animal studies.	2009	19332896
Antitumor properties of aloe-emodin and induction of transglutaminase 2 activity in B16-F10 melanoma cells.	2010 Aug 28	20624404
Antineoplastic activities of MT81 and its structural analogue in Ehrlich ascites carcinoma-bearing Swiss Albino mice.	2010 Jan-Feb	20716929
Microcalorimetric assay on the antimicrobial property of five hydroxyanthraquinone derivatives in rhubarb (Rheum palmatum L.) to Bifidobacterium adolescentis.	2010 Jul	19962872
Comparative developmental toxicity of environmentally relevant oxygenated PAHs.	2013 Sep 1	23684558

Patents

Name

Type

Language

1-HYDROXYANTHRAQUINONE

Systematic Name

English

NSC-8640

Code

English

1-HYDROXY-9,10-ANTHRAQUINONE

Systematic Name

English

ERYTHROXYANTHRAQUINONE

Common Name

English

1-HYDROXYANTHRAQUINONE [HSDB]

Common Name

English

1-HYDROXYANTHRAQUINONE [IARC]

Common Name

English

ANTHRAQUINONE, 1-HYDROXY-

Systematic Name

English

9,10-ANTHRACENEDIONE, 1-HYDROXY-

Systematic Name

English

.ALPHA.-HYDROXYANTHRAQUINONE

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID1020722